1991-2017 the Southeast coast of the Baltic Sea area, Lithuania, Latvia and Kaliningrad Region of the Russian coastal habitats was very intense, often chaotic variety of recreational facilities and areas of privatization and urbanization. These processes significantly influenced the character of the recreational landscape of Palanga, Jurmala and other resorts and coastal areas, as well as the expression of the urban structure and architecture of seaside towns, Ventspils, Liepaja, Giruliai, Melnragė, Karklė, Šventoji, Curonian Spit and other settlements. After a quarter of a century, some tendencies of the recreational environment and the evolution of the cultural landscape identity can be noticed. Recently, several projects for the improvement of recreational infrastructure and architectural environments have been implemented in Lithuania with the assistance of the European Union Structural Funds. Unfortunately, the results of the projects are not always positive. The planning of coastal settlements is often overlooked by good long-term planning experience. This article analyses the impact of changes in the quality of the Lithuanian recreational territorial system in the South-Eastern Baltic and the region’s recreational potential. Palanga resort areas dominated by architectural chaos and recreational quality of the environment tended to deteriorate, especially experts poorly assessed the central Basanavičiaus street. The changes in cultural landscapes are influenced by a whole range of methodological and practical factors: insufficiently effective research and modeling methods, unjustified privatization of state property, huge flows of individual automobiles, faults in the formation of recreational greenery. Based on the research of the recreational system of the coastal region of the long-term seaside, it can be concluded that in recent years the quality of the environment of many coastal zones of Lithuania has lost important qualitative components, deteriorated the quality of public spaces and increased urban and architectural chaos.